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Remote Inbound Insurance Sales Jobs in Wisconsin

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

... inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ... In addition, this position is eligible for incentive compensation. #LI-BY1 #LI-REMOTE Webster ...

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How much do remote inbound insurance sales jobs pay per hour?

As of Jul 14, 2026, the average hourly pay for remote inbound insurance sales in Wisconsin is $20.62, according to ZipRecruiter salary data. Most workers in this role earn between $15.53 and $24.28 per hour, depending on experience, location, and employer.

What is a Remote Inbound Insurance Sales job?

A Remote Inbound Insurance Sales job involves working from home to assist customers who contact the company for insurance products and services. Your primary responsibilities include answering inquiries, explaining policy options, and helping customers purchase the right coverage. This role typically requires strong communication skills, a sales-oriented mindset, and knowledge of insurance products. Agents may work for insurance companies or agencies and often need to obtain the appropriate licenses. Compensation can be a mix of base salary, commission, and bonuses based on performance.

What are typical daily responsibilities for a Remote Inbound Insurance Sales representative?

As a Remote Inbound Insurance Sales representative, your daily responsibilities include answering incoming calls or inquiries from prospective customers, assessing their insurance needs, and providing product recommendations that suit those needs. You will guide clients through the application process, provide quotes, and help close sales, all while documenting interactions in CRM systems. You may also follow up on warm leads, maintain an up-to-date knowledge of insurance products, and work closely with your team via virtual meetings. This role is highly focused on customer interaction, meeting sales targets, and delivering excellent service in a remote, self-managed environment.

What are the key skills and qualifications needed to thrive in the Remote Inbound Insurance Sales position, and why are they important?

To thrive as a Remote Inbound Insurance Sales professional, you need strong communication, sales acumen, and a basic understanding of insurance products, often supported by a high school diploma or relevant insurance licenses (such as a state Life and Health Insurance license). Familiarity with CRM software, online quote tools, and virtual communication platforms is typically required. Persuasiveness, resilience, and active listening are standout soft skills that help in building rapport and converting leads. These abilities are crucial as they directly impact conversion rates, customer satisfaction, and overall sales performance in a remote setting.

What are the most commonly searched types of Inbound Insurance Sales jobs in Wisconsin? The most popular types of Inbound Insurance Sales jobs in Wisconsin are:
What are popular job titles related to Remote Inbound Insurance Sales jobs in Wisconsin? For Remote Inbound Insurance Sales jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Inbound Insurance Sales jobs in Wisconsin look for? The top searched job categories for Remote Inbound Insurance Sales jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Inbound Insurance Sales jobs? Cities in Wisconsin with the most Remote Inbound Insurance Sales job openings:
Remote Inbound Insurance Sales jobs near you
Insurance Sales Agent

Insurance Sales Agent

HSA Bank

Milwaukee, WI • Remote

$24 - $26/hr

Full-time

Posted 7 days ago

Job description

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future. Our offerings in the healthcare savings space drive down healthcare costs, increase access, and assist with decision-making for consumers, health plans, partners, and advisors.


Are you ready to join us?

The Individual Sales Agent is responsible for generating business through education, advisement, and enrollment of Webster consumers in plans such as Medicare Supplement, Medicare Advantage, ACA, Hospital Indemnity, Critical Illness, and other individual or family insurance products through outbound and inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ability to discuss these plans in detail and then confidently make a recommendation to complete the enrollment while using the necessary tools such as softphones, quoting tools, and other web-based items.

What you will do

  • Product Knowledge - Strong working knowledge of insurance products like Medicare Supplement, Medicare Advantage, Group Insurance, Individual and Family Plans, and Ancillary products.

  • Sales Skill - Familiarity selling in DTC, B2B, and B2B2C setting.

  • Presentation Skills - Create and present compelling demonstrations of services to prospective clients, highlighting benefits and value propositions.

  • Ability to multi-task - IE navigate several computer screens while having a discussion with consumers.

  • Sales Cycle Knowledge - Ability to educate, recommend, close, and service business through the entire sales life cycle.

  • Documentation - Must be able to use internal tools like CRMs and quoting tools to document and track current and potential business for analysis and use by other organizational stakeholders.


Skills and Abilities

  • A desire to compete and comfort working on a commission-based salary.


Education Qualifications

  • H.S. Diploma or General Education Degree (GED) required

  • Bachelor's Degree in Arts/Sciences (BA/BS) preferred


Experience Qualifications

  • 0-2 years Medicare or ACA focused sales role required

  • 0-2 years Working with group health plans preferred

  • 0-2 years Selling B2B or B2B2C required


Licenses and Certifications

  • Life and Health license with the ability to be licensed in other non-resident states upon hire required

The estimated salary range for this position is $24.00USD to $26.00USD. Actual salary may vary up or down depending on job-related factors which may include knowledge, skills, experience, and location. In addition, this position is eligible for incentive compensation.

#LI-BY1

#LI-REMOTE

Webster Financial Corporation and its subsidiaries ("Webster") are equal opportunity employers that are committed to sustaining an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, marital status, national origin, ancestry, citizenship, sex, sexual orientation, gender identity and/or expression, physical or mental disability, protected veteran status, or any other characteristic protected by law.

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